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Pet-friendly vacation rentals in Shelby County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Shelby County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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Top guest favorite

The exterior of The BarrelWoods showcases a modern farmhouse design with white board-and-batten siding and black trim. Large windows invite natural light, while decorative shutters add character. The lush green lawn is complemented by landscaping, creating a welcoming atmosphere against a clear blue sky.

Home in Shelbyville

5 out of 5 average rating, 29 reviews

Bourbon Trail*Hot Tub*Sauna*Mini Golf*WiFi*EVSE

Welcome to The BarrelWoods, the perfect retreat in the heart of the Bourbon Trail. This newly built home blends modern luxury with rustic charm, featuring designer touches throughout.Relax by the outdoor firepit, soak in the hot tub, or rejuvenate in the barrel sauna.Enjoy mini golf, archery, disc golf, and a game room with air hockey, shuffleboard, and more.Ideally located near iconic distilleries, fine dining, and scenic parks, The BarrelWoods is the ultimate base for an unforgettable getaway.

Top guest favorite

An inviting historic home with a vibrant blue exterior is showcased against a clear sky. The front door, adorned with multiple panes of glass, complements the white trim and large windows. Lush greenery surrounds the entrance, enhancing the charm of this property.

Home in Shelbyville

5 out of 5 average rating, 38 reviews

Historic Downtown~Heart of Bourbon Trail

The Washington Belle is an historic home, freshly renovated with all the modern conveniences, centrally located in Shelbyville, Kentucky. She's the perfect base from which to explore the distilleries of the Bourbon Trail, with easy access to Louisville and Lexington. There are multiple restaurants, cafes, bourbon bars and antique stores in easy walking distance. Boasting two large living areas, three large bedrooms (including a master with ensuite), 2.5 baths, and private off street parking

The exterior of a single-story brick house is shown under a clear blue sky. A driveway leads to a two-car garage, and a landscaped front yard features green grass and shrubs. A large window above the entrance highlights the architectural design.

Home in Shelbyville

5 out of 5 average rating, 20 reviews

Bourbon Trail*4BR*Dog Friendly*6beds (3king)*Patio

A great centrally located 4 BR 2.5 Bath (6 beds) dog-friendly house near downtown Shelbyville! Located in a cul-de-sac on a quiet street in a family friendly neighborhood 6 miles from Bulleit Bourbon, 3 miles to Jeptha Creed Distillery, and 1 mile from the Shelbyville Horse Show. Fully updated & stocked, coffee pot (K-cups or ground), washer/dryer, & 5 smart TVs. This rental has everything you need and proximity to Churchill Downs, multiple Bourbon Trail distilleries, Louisville, and Frankfort!

Top guest favorite

The farmhouse is set against a vibrant sunset, illuminating the sky with shades of orange and pink. The white two-story structure features a welcoming porch, surrounded by lush green grass and a rural landscape.

Farm stay in Simpsonville

4.88 out of 5 average rating, 74 reviews

Farm House - near Bourbon Trail & Pet Friendly

Late 1800's farm house on a 155 acre working family farm located in the heart of the Bourbon Trail. It is a unique experience to stay on our farm where we raise non-GMO corn that goes into producing bourbons here in Kentucky. The farm is rural and private, but convenient to Louisville, distilleries and many other local attractions. We are located only 10 minutes from the Gene Snyder Freeway in Louisville and 10 minutes from the Outlet Shops of the Bluegrass and 15 minutes from Shelbyville.

A restored farmhouse is shown with a charming white exterior and a black roof. The front porch features white railings, while the surrounding lawn is well-maintained with a grassy area and some trees in the background.

Chalet in Lawrenceburg

4.96 out of 5 average rating, 206 reviews

Countryside On the Bourbon Trail, 22 Quiet Acres

Welcome to Sea Glass Farm. 1900's restored farmhouse with tons of charm! 22 acres of privacy. Cows may be present in pasture. The heart of The Bourbon Trail, the scenery and wildlife will not disappoint. The location is perfect for a rural getaway or relaxing stop on your Bourbon Trail experience. Minutes from shopping and restaurants; situated between I-64 and The Bluegrass Parkway. This place has been a dream of ours and we look forward to sharing it with you. Hosted by the owners.

Top guest favorite

An Airstream is positioned on a gravel area, featuring outdoor seating with folding chairs and a patterned rug. A large umbrella provides shade, and potted plants add greenery. The backdrop includes a grassy field and part of the barn structure, emphasizing a tranquil outdoor setting.

Camper/RV in Crestwood

5 out of 5 average rating, 16 reviews

Airstream Farm Stay Getaway!

Enjoy some time away on a farm in a customized remodeled 1977 Airstream Sovereign! Top of the line details inside - a warm and cozy farm outside! Spend time with the horses, pigs, chickens and cats during your visit! Whether it is picking flowers in the garden or starting a fire in the solo stove! We have everything you need to reconnect to nature in Luxury! PLEASE TAKE NOTE! The toilet is a composting toilet. Special instruction for use in manual. EASY AND CLEAN TO USE.

Top guest favorite

The exterior of a modern brick house is framed by mature trees with autumn leaves. A well-maintained lawn extends in front of the house, which features multiple large windows allowing natural light to enter. A gravel driveway leads up to the welcoming entrance.

Guest suite in Crestwood

4.95 out of 5 average rating, 86 reviews

Charming suite in Bourbon Country

A great base for bourbon tours, the Derby, Louisville and Central KY attractions. Easy access to I-71, 25 minutes from downtown Louisville. 5 minutes from distillery, brewery, and botanical gardens in scenic Oldham County. A beautiful spot off the beaten path to relax and recharge. Private two bedroom basement suite with natural light, dedicated entrance, and privacy. Shared outside covered deck and yard with mature trees. 1 queen, 2 twin beds, 1 queen air mattress.

The spacious living room features large circular windows that provide ample natural light. Two comfortable sofas, one in a warm rust color and another in dark upholstery, are arranged around a decorative coffee table. An elegant area rug enhances the warmth, while indoor plants add a touch of greenery.

Home in Shelbyville

4.97 out of 5 average rating, 60 reviews

Cozy Kentucky Winter, Bourbon Trail, Location!

♡ Meet The Blue Belle: a beautifully restored 1880s cottage ON the Bourbon Trail, nestled on a peaceful block in the heart of Shelbyville. Start your day with a coffee on the back deck, make s'mores by the fire pit, cook dinner in the fully stocked kitchen, & cozy up in the living room for movie night after a long day of exploring & bourbon! A short drive to Louisville, Lexington, & Frankfort and other great areas. Comfortably sleeps 8. Perfect for families & couples!

A rustic wooden sign with the words 'Cedar Fire Farm' and 'Kamp Kessa' is prominently displayed. Green fields stretch beyond the sign, with a rider on horseback visible in the background, showcasing the rural and serene surroundings.

Farm stay in Frankfort

4.79 out of 5 average rating, 218 reviews

Kamp Kessa at Cedar Fire Farm: A Nature Retreat

Conveniently located on the Bourbon Trail, our place will complete your experience! Next door is Shelbyville, the Saddlebred capital of the world, Lexington, the Thoroughbred capital and don't forget Louisville and Kentucky Derby. We are camp cabin ; With a simplistic natural setting of a working horse farm there's nothing too fancy but comfortable and quaint. Our place is good for couples, solo adventurers, families (with kids), And groups!

An aerial view captures a spacious property surrounded by lush greenery. A large pool is situated in the backyard, with a fenced area visible. The home, featuring a combination of roof styles, is nestled in a semi-rural setting with nearby residential structures.

Home in Shelbyville

4.7 out of 5 average rating, 61 reviews

Pool*HOT TUB*Bourbon Trail

Are you looking for location? Look no further! This stunning home has everything your group could want! Centrally located with easy access to Louisville, Frankfort, Lexington, & so much more! In the summer the pool will be refreshing & all year long the hot tub will serve as a treat after a long day exploring! Let's not forget about the incredible game room with shuffleboard and pool table!

A charming home is shown with a light-colored exterior, framed by dark shutters and manicured shrubs. A concrete path leads to the welcoming red front door. Lush greenery and flower beds enhance the outdoor space, complemented by a peaceful sky.

Home in Simpsonville

4.87 out of 5 average rating, 155 reviews

Charming 4 Bedroom classic home bourbon trail!

Comfortable, newly furnished home located in downtown Simpsonville. This is brand new to AirBnB. Whether you are going down the Bourbon trail or you just want to be near I64 and Louisville, this home is the place for you. Fun, homey well decorated this place offers family fun with Fire pit, backyard and patio. High speed 300mb internet for those workers on the go.

Top guest favorite

An outdoor fire pit area is featured, surrounded by several adirondack chairs arranged on a gravel surface. String lights illuminate the space, creating a warm ambiance. In the background, the house is partially visible, with an inviting seating area under a canopy.

Home in Shelbyville

4.96 out of 5 average rating, 27 reviews

Bourbon Trail | Hot Tub | Speakeasy | Game Rm

Welcome to Magnolia Bourbon Manor, a beautifully restored historic home nestled in the heart of Kentucky’s bourbon country. Just three minutes from downtown Shelbyville, this charming property offers the perfect blend of vintage elegance and modern comfort, making it an ideal retreat for travelers seeking both relaxation and adventure.

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Popular amenities for Shelby County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

A spacious outdoor patio is featured, positioned with six modern adirondack chairs surrounding a central black fire pit. Expansive grassy fields and trees create a serene backdrop under a bright blue sky.

4.5 out of 5 average rating, 8 reviews

Bourbon Trail Getaway | Jacuzzi Tub & Scenic Views

A charming two-story farmhouse is surrounded by lush greenery, featuring a welcoming front porch with white rocking chairs. Flowering trees and well-maintained landscaping enhance the inviting exterior. The house is set against a backdrop of a blue sky, creating a serene atmosphere.

Home in Crestwood

4.98 out of 5 average rating, 51 reviews

2King beds+HotTub+FirePit

Top guest favorite

An aerial view of the rustic country home showcases a spacious outdoor area. A round above-ground pool is situated prominently among the green lawn, surrounded by wooden decking. Nearby, several tables and a picnic space are visible, inviting relaxation and gatherings in a tranquil setting.

Home in Frankfort

4.98 out of 5 average rating, 66 reviews

MacAttie Acres

The exterior features a two-story white house with a red front door, surrounded by greenery. A concrete pathway leads to the entrance, and a spacious driveway complements the landscape. Soft outdoor lighting highlights the home's contemporary design during dusk.

Home in Simpsonville

4.95 out of 5 average rating, 117 reviews

Comfortable sleek home bourbon trail

A spacious living area is presented with a large sectional couch adorned with patterned pillows. A wooden coffee table sits at the center, complemented by a decorative vase. Natural light pours in through multiple windows, illuminating the room. A flat-screen TV is mounted on the wall.

Home in Shelbyville

4.69 out of 5 average rating, 39 reviews

Shelbyville Farmhouse w/ Hot Tub, Fire Pit & Grill

A charming two-story house features a wraparound porch with red rocking chairs. The exterior is in muted tones, framed by lush greenery and a well-maintained lawn. Nearby vibrant yellow flowers add a subtle pop of color to the landscaped area.

Home in Shelbyville

4.82 out of 5 average rating, 159 reviews

Parris on Main

A modern farmhouse is depicted, showcasing a wraparound porch with rocking chairs. Lush greenery surrounds the property, which rests on a spacious lawn. The sky displays a gradient of vibrant colors during sunset, enhancing the peaceful setting.

Home in Frankfort

4.98 out of 5 average rating, 43 reviews

4BR Escape -Hot Tub •Firepit •Sunset• Valley Views

The farmhouse is framed by lush green trees, providing a shaded area on the front porch. It features large windows and a welcoming entryway, complete with seating on the porch. The gravel pathway leads to a spacious yard, enhancing the rural charm of the property.

4.88 out of 5 average rating, 42 reviews

Lux Home Near Lou Lex | Hot Tub | Games | Bourbon

Pet-friendly home rentals with a pool

A swimming pool is surrounded by a spacious deck with lounge chairs positioned for relaxation. A view of the greenery is visible in the distance, complementing the inviting atmosphere of the pool area. A building with a gray facade is situated nearby.

Cottage in Taylorsville

4.9 out of 5 average rating, 129 reviews

Best view of the lake two bed two bath cottage #4

Cottage in Taylorsville

4.82 out of 5 average rating, 111 reviews

Lake Livin' & Bourbon Sippin'

Home in Taylorsville

4.93 out of 5 average rating, 105 reviews

Ridge Retreat 42 Sleeps 8 + Crib. NEW HOT TUB

A single-story house features a welcoming entrance with yellow shutters framing large windows. A wooden staircase leads to a covered porch, providing access to the front door. The surrounding landscape includes freshly mulched garden areas and grassy patches, enhancing the home's natural setting.

Cottage in Taylorsville

4.89 out of 5 average rating, 240 reviews

Wildflower cottage on Taylorsville lake

A community pool is enclosed by a white fence, featuring clear blue water and eight lounge chairs positioned around the deck. Lush green trees and a few residential buildings are visible in the background under a partly cloudy sky.

Cottage in Taylorsville

4.9 out of 5 average rating, 134 reviews

Lake Refuge near Louisville & Bourbon Trail #52

Home in Taylorsville

4.86 out of 5 average rating, 22 reviews

Whiskey River Lake Retreat

The exterior of the cottage features a charming façade with a covered porch framed by light-colored wood columns. A vibrant red door serves as a focal point, complemented by neatly trimmed shrubs and a landscaped area. Soft, natural lighting enhances the welcoming atmosphere.

Home in Taylorsville

4.88 out of 5 average rating, 64 reviews

Little Slice of Heaven-27

Top guest favorite

A spacious outdoor area is equipped with a large dining table surrounded by woven chairs, offering a comfortable setting for meals. The deck provides a view of the neighborhood, with cars parked below and homes in the background. Natural light creates an inviting space for relaxation.

Home in Prospect

5 out of 5 average rating, 27 reviews

NEW Golf, Horse, Bourbon, Pool, Downtown, Pets

Private, pet-friendly home rentals

Top guest favorite

The exterior of a modern brick house is framed by mature trees with autumn leaves. A well-maintained lawn extends in front of the house, which features multiple large windows allowing natural light to enter. A gravel driveway leads up to the welcoming entrance.

Guest suite in Crestwood

4.95 out of 5 average rating, 86 reviews

Charming suite in Bourbon Country

A charming home is shown with a light-colored exterior, framed by dark shutters and manicured shrubs. A concrete path leads to the welcoming red front door. Lush greenery and flower beds enhance the outdoor space, complemented by a peaceful sky.

Home in Simpsonville

4.87 out of 5 average rating, 155 reviews

Charming 4 Bedroom classic home bourbon trail!

An aerial view captures a spacious property surrounded by lush greenery. A large pool is situated in the backyard, with a fenced area visible. The home, featuring a combination of roof styles, is nestled in a semi-rural setting with nearby residential structures.

Home in Shelbyville

4.7 out of 5 average rating, 61 reviews

Pool*HOT TUB*Bourbon Trail

Top guest favorite

The farmhouse is set against a vibrant sunset, illuminating the sky with shades of orange and pink. The white two-story structure features a welcoming porch, surrounded by lush green grass and a rural landscape.

Farm stay in Simpsonville

4.88 out of 5 average rating, 74 reviews

Farm House - near Bourbon Trail & Pet Friendly

The modern kitchen features white cabinetry with sleek hardware, stainless steel appliances, and a center island. Pendant lights hang above the island, illuminating the open space. Natural light filters in from nearby windows, enhancing the inviting atmosphere.

Home in Shelbyville

4.81 out of 5 average rating, 16 reviews

Shelbyville, KY - Bourbon Trail and Horse Country.

A rustic wooden sign with the words 'Cedar Fire Farm' and 'Kamp Kessa' is prominently displayed. Green fields stretch beyond the sign, with a rider on horseback visible in the background, showcasing the rural and serene surroundings.

Farm stay in Frankfort

4.79 out of 5 average rating, 218 reviews

Kamp Kessa at Cedar Fire Farm: A Nature Retreat

The exterior features a two-story white house with a red front door, surrounded by greenery. A concrete pathway leads to the entrance, and a spacious driveway complements the landscape. Soft outdoor lighting highlights the home's contemporary design during dusk.

Home in Simpsonville

4.95 out of 5 average rating, 117 reviews

Comfortable sleek home bourbon trail

The exterior of a single-story brick house is shown under a clear blue sky. A driveway leads to a two-car garage, and a landscaped front yard features green grass and shrubs. A large window above the entrance highlights the architectural design.

Home in Shelbyville

5 out of 5 average rating, 20 reviews

Bourbon Trail*4BR*Dog Friendly*6beds (3king)*Patio

Destinations to explore